3 Tips for Wearing Boots & Booties with Skinny Jeans

After reading the post How Long Should Skinny Jeans Be? Reader Julia emailed to ask for advice on how to wear different types of boots and booties with skinny jeans. Well Julia, I'm glad you asked because I've been thinking about this topic a lot lately! 🙂 It's fall and we have our family pictures coming up. We're having them taken at a tree farm in Snohomish and I thought it would look cute if the whole family was in boots. My husband wasn't too keen on wearing his black rubber boots, but I think I convinced him it would look good. Anyway… Boots and booties with skinny jeans! I've been people watching and reading online articles and have come up with a few pointers. Here goes:

Tall boots pair best with a skinny jean. This is because a skinny jean fits tight around the knee and there's no extra fabric to pool around the top of the boot. You need a skinny pant or jean to get that smooth sleek profile that comes with wearing a tall boot. Before I got skinny jeans, I tried rolling my bootcut jeans at the ankle and stuffing them into tall socks, but the jeans were just too sloppy on top to wear with tall boots. Learn from my mistake, and pair your tall boots with skinny jeans or pants for the best fall look.

Booties are super cute with skinny jeans, but you do have to be careful. The jeans need hit at your ankle bone or be rolled up to the ankle bone UNLESS the bootie hits above the ankle bone. Then you need the jean hem to hit just above the bootie. You need to see a sliver of skin between the jeans and booties when you walk or sit. For this reason, you need to wear a short sock with booties that can't be seen. Get a good pair of short athletic socks that won't fall down and drive you crazy. If this has ever happened to you, you know what I mean.

Watch the contrast between jean and boot color – you don't want too much contrast. If you're looking for a classic and slimming look, you can't go wrong with black on black. If you want to wear a lighter color boot or bootie like gray or tan, go for a lighter wash jean. A dark brown or black boot or bootie is going to look best with a darker wash jean (medium blue or darker). Keep the contrast to a minimum for the best look this fall.

And there you have it! 3 tips for wearing boots and booties with skinny jeans this fall.